Stadium: Court 2 Round: 62 Ground: Hardcourt outdoor
| ITF M15 Monastir | 2021/10/18 09:30 | Thibaut Gadilhe v Riccardo Chessari | 7-5,6-2 |
| ITF M15 Monastir | 2021/10/17 08:00 | Riccardo Chessari v Ethan Terblanche | 6-3,6-4 |
| ITF M15 Monastir | 2021/08/29 08:00 | Riccardo Chessari v Linghao Zhang | 6-7,4-6 |
| ITF M15 Monastir | 2021/08/23 09:00 | Li Tu v Riccardo Chessari | 6-1,6-1 |
| ITF M15 Monastir | 2021/08/22 10:00 | Riccardo Chessari v Dylan Salton | 2-6,6-2,11-9 |
| ITF M15 Monastir | 2021/05/17 09:00 | Riccardo Chessari v Perry Gregg | 3-6,4-6 |
| ITF M15 Monastir | 2021/05/16 11:00 | Mhamed Affes v Riccardo Chessari | 4-6,1-6 |
| ITF M15 Monastir | 2021/05/10 08:00 | Riccardo Chessari v Uisung Park | 1-6,2-6 |
| ITF M15 Ulcinj | 2021/09/20 13:30 | Rrezart Cungu v Giannicola Misasi | 6-4,6-0 |
| ITF M15 Ulcinj | 2021/09/20 08:00 | Alberto Morolli v Giannicola Misasi | 3-6,2-6 |
| ITF M15 Ulcinj | 2021/09/12 08:00 | Giannicola Misasi v Danilo Raicevic | 4-6,6-4,8-10 |
| ITF M25 Lesa | 2021/08/24 16:30 | Manuel Mazza v Giannicola Misasi | 6-1,6-1 |
| ITF M25 Lesa | 2021/08/23 09:30 | Nicolo Inserra v Giannicola Misasi | 5-7,5-7 |
| ITF M25 Lesa | 2021/08/22 09:10 | Max Ginefri v Giannicola Misasi | 3-6,0-6 |
| ITF M15 Pescara | 2021/08/16 13:00 | Giannicola Misasi v Giovanni Oradini | 1-6,6-3,2-10 |
| ITF M15 Pescara | 2021/08/16 07:00 | Giannicola Misasi v Federico Marchetti | 6-3,6-4 |